4709-79-9

Upstream product

• 24463-19-2 anthracenylmethyl chloride 
• 78808-34-1 9-anthrylmethyl phenyl selenide 
• 38418-19-8 Benzoesaeure(anthr-9-ylmethylester) 
• 779-02-2 9-methylanthracene 

Downstream Products

• 779-02-2 9-methylanthracene 
• 20199-19-3 1,2-bis(9-anthryl)acetylene 
• 85908-95-8 5H-5,14a<1'2'>-benzenobenzopentaphene 
• 120-12-7 anthracene 
• 69469-58-5 1',2'-dihydrospirobenzanthracene> 

Relevant academic research and scientific papers

Charge transfer complex formation between p-chloranil and 1,n-di(9-anthryl)alkanes

Dimer model compounds of polyvinylanthracenes (1,n-di(9-anthryl)alkanes, when n = 1-5) were synthesized to model the effects of distance and orientation between anthracene groups in polymeric systems. Charge transfer (CT) complexes of anthracene, 9-methylanthracene and 1,n-di(9-anthryl)alkanes with p-chloranil (p-CHL) have been investigated spectrophotometrically in dichloromethane. The colored products are measured spectrophotometrically at different wavelength depending on the electronic transition between donors and acceptor. The formation constants of the CT complexes were determined by the Benesi-Hildebrand equation. The thermodynamic parameters were calculated by Van't Hoff equation. Stochiometries of the complexes formed between donors and acceptor were defined by the Job's method of the continuous variation and found in 1:1 complexation with donor and acceptor at the maximum absorption bands.

The Reaction of Iodine Monochloride with Polycyclic Aromatic Compounds: Polar and Electron Transfer Pathways

Several polycyclic aromatic hydrocarbons were treated with iodine monochloride.Although iodination is the predominant reaction of benzenoid arenes, chlorination is the sole reaction with anthracene, phenanthrene and naphthalene compounds (except for 5), whose oxidation half-wave potentials are less than 1.58 V vs Ag/Ag(+) (0.1 M).Arenes with higher potentials are unreactive.Naphthalene (9) and its derivatives with mild electron-withdrawing substituents are chlorinated; the exception (5) yields the 1-iodo product (21).The reaction is first order in substrate and second order in ICl.An electron transfer pathway involving radical cation intermediates is assumed.Ion-pair collapse of the radical cation-ICl intermediates is proposed for the chlorinations and radical-pair collapse for the iodination.

Flash Pyrolysis of Selenides. Syntheses of Bibenzyls, Olefins, and Related Compounds

Pyrolyses of a series of selenides and diselenides were studied. Selenides and diselenides bound with an active methylene group like benzyl gave a variety of substituted bibenzyls and related ethane derivatives in high yields. Other diselenides were easily caused to cleave to give various aromatic and aliphatic olefins in good yields together with elemental selenium. Lepidopterene, paracyclophane, and benzocyclobutene were prepared by thermal cleavage of their corresponding phenylselenomethyl-substituted compounds as an application of the pyrolysis concerned.

NOVEL ELECTRON TRANSFER MECHANISM IN LITHIUM ALANATE REDUCTION OF BENZYLIC HALIDES

Occurence of a new electron transfer mechanism in the LiAlH4 reduction of 9-chloromethylanthracene, diphenylchloromethane and 9-bromofluorene is demonstrated.Alanate anion serves as a source of electrons and hydrogen atoms.

Reaktionen mit Radikalanionen, IV. Synthese von Mono- und Diketonen aus Carboxyl- und α,β-ungesaettigten Carbonyl-Verbindungen

1,2-Diketones of the benzil type were obtained in the reaction of aromatic carboxylic compounds with lithium naphthalenide.The scope of this reaction was investigated. α,β-Unsaturated ketones yielded hydrodimerisation, hydrogenation and hydroxylation products.

NEW SYNTHETIC METHOD OF PARACYCLOPHANE, BENZOCYCLOBUTENE, AND LEPIDOPTRENE: PYROLYSIS OF ARYLMETHYL PHENYL SELENIDES

The flash vacuum pyrolysis of benzyl phenyl selenides gave bibenzyls and diphenyl diselenide in excellent yields.This type of reaction was successfully applied to the synthesis of the title compounds.